U.S. patent application number 13/177710 was filed with the patent office on 2011-11-03 for use of 1-hydroxy-2-pyridones for the treatment of seborrheic dermatitis.
Invention is credited to Manfred Bohn, Karl Theodor Kraemer, Astrid Markus.
Application Number | 20110269801 13/177710 |
Document ID | / |
Family ID | 31889135 |
Filed Date | 2011-11-03 |
United States Patent
Application |
20110269801 |
Kind Code |
A1 |
Bohn; Manfred ; et
al. |
November 3, 2011 |
USE OF 1-HYDROXY-2-PYRIDONES FOR THE TREATMENT OF SEBORRHEIC
DERMATITIS
Abstract
Compounds of the formula (I) are disclosed and are suitable for
the treatment of seborrheic dermatitis. ##STR00001##
Inventors: |
Bohn; Manfred; (Hofheim,
DE) ; Kraemer; Karl Theodor; (Langen, DE) ;
Markus; Astrid; (Liederbach, DE) |
Family ID: |
31889135 |
Appl. No.: |
13/177710 |
Filed: |
July 7, 2011 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
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13018417 |
Jan 31, 2011 |
7981909 |
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13177710 |
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12563774 |
Sep 21, 2009 |
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13018417 |
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10606229 |
Jun 26, 2003 |
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12563774 |
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09077194 |
Dec 4, 1998 |
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PCT/EP97/05070 |
Sep 16, 1997 |
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10606229 |
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Current U.S.
Class: |
514/345 |
Current CPC
Class: |
Y10S 514/864 20130101;
A61Q 19/00 20130101; Y10S 514/861 20130101; A61K 8/4926 20130101;
A61Q 5/006 20130101; A61Q 5/02 20130101; Y10S 514/852 20130101;
A61K 31/4412 20130101; Y10S 514/863 20130101; A61P 17/00 20180101;
A61P 17/08 20180101; Y10S 514/881 20130101 |
Class at
Publication: |
514/345 |
International
Class: |
A61K 31/4412 20060101
A61K031/4412; A61P 17/08 20060101 A61P017/08 |
Foreign Application Data
Date |
Code |
Application Number |
Sep 27, 1996 |
DE |
19639818.5 |
Claims
1-13. (canceled)
14. A method of treating seborrheic dermatitis comprising
administering to the affected area of the skin of a human having
seborrheic dermatitis an amount effective for the treatment of
seborrheic dermatitis of a composition comprising only one active
ingredient, the active ingredient consisting of ciclopirox, and at
least one surfactant; wherein the composition has a pH ranging from
about 4.5 to about 6.5; and wherein the composition is a single
composition.
Description
[0001] Seborrheic dermatitis is understood as meaning a disorder of
the scalp which differs from simple dandruff by the presence of
erythema as a sign of inflammation, by the greater degree of
scaling with occasional itching and burning, and by the occurrence
of eczematous changes to other body sites. It can occur in the form
of patches, but also more frequently affects the whole scalp and
often includes, beyond the hairline, the forehead, around the neck
and the ears. In severe cases, the scalp can have a secondary
infection, and the changes can then exhibit a spongy consistency,
vesicle and crust formation and can weep.
[0002] Seborrheic dermatitis frequently occurs even in infancy and
usually remits spontaneously at an age of 8-12 months. The scalp
changes consisting of erythema, scaling and occasionally vesicles
and crusts in infants can regress spontaneously within a few weeks,
intermittently reoccur or persist during the entire childhood. They
are frequently combined with a similar process around the eyelids,
nose and ears. Later, the condition usually occurs after puberty
and can last for the whole life or even increase in strength.
Approximately 1-3% of the population are affected by this
illness.
[0003] It is known that 1-hydroxy-2-pyridones and their salts
exhibit activity against normal dandruff which is characterized by
a clinically noninflammatory scaling of the scalp occurring in
nearly all people (DE 22 34 009).
[0004] The most promising type of treatment of seborrheic
dermatitis until now was the topical application of corticosteroid
preparations, but more recently topical therapy with antimycotic
substances has gained, importance.
[0005] While corticosteroid preparations display their activity
exclusively via an effect on the inflammatory process, the
antimycotic substances such as ketoconazole are active exclusively
against the yeast fungi of the strain Pityrosporum which is assumed
to be the cause of seborrheic dermatitis. The 1-hydroxy-2-pyridones
according to the invention, however, combine the properties of both
classes of substance in one substance and exhibit both
anti-inflammatory action and antimycotic activity against
Pityrosporum strains.
[0006] In comparison to ketoconazole, the substances according to
the invention--even after only a short topical contact
time--concentrate rapidly in the skin layers which are relevant for
fungal growth and thus contribute to a rapid cure.
[0007] While, ketoconazole is inactive in vitro against
gram-positive bacteria (Kinsman et al., J. Med. Microbiol. (1983)
16, No. 2, IV), the hydroxy-pyridones according to the invention
exhibit activity against gram-positive and gram-negative aerobic,
and anaerobic bacteria (Dittmar et al., Arzneim.-Forschung, (1981)
31 (II), No. 8a, pp. 1317-1322): With respect to the treatment of
secondarily infected cases, this is an extremely important
finding.
[0008] Compared with ketoconazole, the compounds used according to
the invention furthermore have very crucial advantages with respect
to their processing possibilities in pharmaceutical preparations.
On account of their solubility in water, alcohols and
aqueous-alcoholic solutions, the preparation of hair lotions and
transparent gel preparations is possible without problems.
[0009] The preparations according to the invention can also be
employed for the treatment of Pityriasis versicolor, a superficial,
noninflammatory skin fungus disorder on the trunk.
[0010] The invention therefore relates to the use of
1-hydroxy-2-pyridones of the formula I
##STR00002##
[0011] in which R.sup.1, R.sup.2 and R.sup.3, which are identical
or different, are a hydrogen atom or alkyl having 1-4 carbon atoms,
and R.sup.4 is a saturated hydrocarbon radical having 6 to 9 carbon
atoms or a radical of the formula II
##STR00003##
where [0012] X is S or 0, [0013] Y is a hydrogen atom or up to 2
halogen atoms such as chlorine and/or bromine, [0014] Z is a single
bond or the bivalent radicals O, S, --CR.sup.2-- (R.dbd.H or
(C.sub.1-C.sub.4)-alkyl) or other bivalent radicals having 2-10
carbon and, if appropriate, oxygen and/or sulfur atoms linked in
the form of a chain, where--if the radicals contain 2 or more
oxygen and/or sulfur atoms--the latter must be separated from one
another by at least 2 carbon atoms and where 2 adjacent carbon
atoms can also be linked to one another by a double bond and the
free valences of the carbon atoms are saturated by H and/or
(C.sub.1-C.sub.4)-alkyl groups, [0015] Ar is an aromatic ring
system having up to two rings which can be substituted by up to
three radicals from the group consisting of fluorine, chlorine,
bromine; methoxy, (C.sub.1-C.sub.4)-alkyl, trifluoromethyl and
trifluoromethoxy, in free or in salt form, [0016] for the
production of a pharmaceutical for the treatment of seborrheic
dermatitis.
[0017] In the radicals "Z", the carbon chain members are preferably
CH.sub.2 groups. If the CH.sub.2 groups are substituted by
C.sub.1-C.sub.4-alkyl groups, CH.sub.3 and C.sub.2H.sub.5 are
preferred substituents. Exemplary radicals "Z" are:
--O--, --S--, --(CH.sub.2).sub.m-- (m=2-10), --C(CH.sub.3).sub.2--,
--CH.sub.2O--, --OCH.sub.2--, --CH.sub.2S--, --SCH.sub.2--,
SCH(C.sub.2H.sub.5)--, --CH.dbd.CH--CH.sub.2O--,
--O--CH.sub.2--CH.dbd.CH--CH.sub.2O--, --OCH.sub.2--CH.sub.2O--,
--OCH.sub.2--CH.sub.2CH.sub.2O--, --SCH.sub.2CH.sub.2CH.sub.2S--,
--SCH.sub.2CH.sub.2CH.sub.2CH.sub.2O--,
--SCH.sub.2CH.sub.2OCH.sub.2CH.sub.2O--,
--SCH.sub.2CH.sub.2OCH.sub.2CH.sub.2O--CH.sub.2CH.sub.2S-- or
--S--CH.sub.2--C(CH.sub.3).sub.2--CH.sub.2--S --.
[0018] The radical "S" is a sulfur atom, the radical "O" is an
oxygen atom. The term "Ar" denotes phenyl or fused systems such as
naphthyl, tetrahydronaphthyl and indenyl, and also isolated systems
as such, which are derived from biphenyl, diphenylalkanes, diphenyl
ethers and diphenyl thioethers.
[0019] In the formula I, the hydrocarbon radial R.sup.4 is an alkyl
or cyclohexyl radical which can also be bonded to the pyridone ring
via a methylene or ethylene group or can contain an endomethyl
group. R.sup.4 can also be an aromatic radical which, however, is
preferably bonded to the pyridone radical via at least one
aliphatic carbon atom:
[0020] Important representatives of the class of compounds
characterized by the formula I are: [0021]
6-[4-(4-chlorophenoxy)phenoxymethyl]-1-hydroxy-4-methyl-2-pyridone,
6-[4-(2,4-dichlorophenoxy)phenoxymethyl]-1-hydroxy-4-methyl-2-pyridone,
6-(biphenyl-4-oxymethyl)-1-hydroxy-4-methyl-2-pyridone,
6-(4-benzylphenoxymethyl)-1-hydroxy-4-methyl-2-pyridone,
6-(4-(2,4-dichlorobenzyloxy)phenoxymethyl)-1-hydroxy-4-methyl-2-pyridone,
6-[4-(4-chlorophenoxy)phenoxymethyl]-1-hydroxy-3,4-dimethyl-2-pyridone,
6-[4-(2,4-dichlorobenzyl)phenoxymethyl]-1-hydroxy-3,4-dimethyl-2-pyridone-
, 6-[4-cinnamyloxy)phenoxymethyl]-1-hydroxy-4-methyl-2-pyridone,
hydroxy-4-methyl-6-[4-(4-trifluoromethylphenoxy)phenoxymethyl]-2-pyridone-
, 1-hydroxy-4-methyl-6-cyclohexyl-2-pyridone,
1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2-pyridone,
1-hydroxy-4-methyl-6-n-hexyl-, -6-isohexyl-, -6-n-heptyl- or
-6-isoheptyl-2-pyridone, 1-hydroxy-4-methyl-6-octyl- or
-6-isooctyl-2-pyridone, in particular
1-hydroxy-4-methyl-6-cyclohexyl methyl- or
-6-cyclohexylethyl-2-pyridone, where the cyclohexyl radical can in
each case also carry a methyl radical,
1-hydroxy-4-methyl-6-(2-bicyclo[2,2,1]heptyl)-2-pyridone,
1-hydroxy-3,4-dimethyl-6-benzyl- or -6-dimethylbenzyl-2-pyridone or
1-hydroxy-4-methyl-6-(.beta.-phenylethyl)-2-pyridone.
[0022] The term "saturated" in this case designates those radicals
which contain no aliphatic multiple bonds, i.e. no ethylenic or
acetylenic bonds.
[0023] The abovementioned compounds of the formula I can be
employed either in free form or as salts, use in free form is
preferred.
[0024] If organic bases are used, poorly volatile bases are
preferably employed, for example low molecular weight alkanolamines
such as ethanolamine, diethanolamine, N-ethylethanolamine,
N-methyldiethanolamine, triethanolamine, diethylaminoethanol,
2-amino-2-methyl-n-propanol, dimethylaminopropanol,
2-amino-2-methylpropanediol, triisopropanolamine. Further poorly
volatile bases which may be mentioned are, for example,
ethylenediamine, hexamethylenediamine, morpholine, piperidine,
piperazine, cyclohexylamine, tributylamine; dodecylamine,
N,N-dimethyldodecylamine, stearylamine, oleylamine, benzylamine,
dibenzylamine, N-ethylbenzylamine, dimethylstearylamine,
N-methylmorpholine, N-methylpiperazine, 4-methylcyclohexylamine,
N-hydroxyethylmorpholine. The salts of quaternary ammonium
hydroxides such as trimethylbenzylammonium hydroxide,
tetramethylammonium hydroxide or tetraethylammonium hydroxide can
also be used, furthermore guanidine and its derivatives, in
particular its alkylation products. However, it is also possible to
employ as salt-forming agents, for example, low molecular weight
alkylamines such as methylamine, ethylamine or triethylamine.
Suitable salts for the compounds to be employed according to the
invention are also those with inorganic cations, for example alkali
metal salts, in particular sodium, potassium or ammonium salts,
alkaline earth metal salts such as, in particular, the magnesium or
calcium salts, as well as salts with bi- or tetravalent cations,
for example the zinc, aluminum or zirconium salt.
[0025] The active compounds to be employed in the preparations of
the compound of the formula I can be prepared, for example,
according to processes given in U.S. Pat. No. 2,540,218.
[0026] For the use according to the invention of the compounds
mentioned, liquid to semisolid pharmaceutical preparations, in
particular hair lotions, shampoos, liquid soaps, as well as cream,
ointment and gel preparations, are suitable.
[0027] In this case, these are always preparations which, depending
on their actual intended use, are applied to the skin and/or to the
scalp for a shorter or longer time. Due to the addition of the
compounds according to the invention, an effective treatment of the
seborrheic dermatitis is brought about.
[0028] If the preparations according to the invention are present
as shampoo, they can be in clear liquid or opaque liquid form, in
cream form or even gelatinous. The surfactants on which these
shampoos are based can be of anionic, cationic, nonionic or
amphoteric nature and can-also be present as a combination of these
substances.
[0029] Preferably, however, anionic surfactants are employed on
their own or as a mixture with other anionic surfactants as base
surfactants--if appropriate with addition of amphoteric surfactants
as cosurfactant.
[0030] As the sole detergent substances, amphoteric surfactants are
virtually insignificant, since their foaming behavior,
thickenability and partly also skin and eye mucous membrane
tolerability are only moderate. In combination with various anionic
surfactants, however, precisely these properties are
synergistically improved. This explains the relatively great
importance of the amphoteric surfactants for the optimization of
anionic shampoo bases.
[0031] Nonionic surfactants can also be employed as
cosurfactants.
[0032] Examples of anionic detergent substances of this type which
may be mentioned are: (C.sub.10-C.sub.20)-alkyl- and
-alkylenecarboxylates, alkyl ether carboxylates, fatty alcohol
sulfates, fatty alcohol ether sulfates, alkylolamide sulfates and
sulfonates, fatty acid alkylamide polyglycol ether sulfates,
alkanesulfonates and hydroxyalkanesulfonates, olefinsulfonates,
acyl esters of isothionates, .alpha.-sulfofatty acid esters,
alkylbenzosulfonates, alkylphenol glycol ether sulfonates,
sulfosuccinates, sulfosuccinic acid hemiesters and diesters, fatty
alcohol ether phosphates, protein-fatty acid condensation products,
alkylmonoglyceride sulfates and sulfonates, alkylglyceride ether
sulfonates, fatty acid methyltaurides, fatty acid sarcosinates or
sulforicinoleates. These compounds and their mixtures are used in
the form of their water-soluble or water-dispersible salts, for
example the sodium, potassium, magnesium, ammonium, mono-, di- and
triethanolammonium as well as analogous alkylolammonium salts.
[0033] Examples of amphoteric surfactants which can be added to the
shampoos are:
N--((C.sub.12-C.sub.18)-alkyl)-.beta.-aminopropionates and
N--((C.sub.12-C.sub.18)-alkyl) .beta.-iminodipropionates as alkali
metal and mono-, di- and trialkylolammonium salts;
N-acylamidoalkyl-N,N-dimethylacetobetaine, preferably
N--((C.sub.8-C.sub.18)-acyl)amidopropyl-N,N-dimethylacetobetaine;
(C.sub.12-C.sub.18)-alkyldimethylsulfopropylbetaine; amphoteric
surfactants based on imidazoline (trade name; Miranol.RTM.,
Steinapon.RTM.), preferably the sodium salt of
1-(.beta.-carboxymethyloxyethyl)-1-(carboxymethyl)-2-laurylimidazolinium;
amine oxides, e.g. (C.sub.12-C.sub.18)-alkyldimethylamine oxide or
fatty acid amidoalkyldimethylamine oxide.
[0034] Suitable nonionic surfactants which can be employed as
detergent substances are, for example: fatty alcohol ethoxylates
(alkyl polyethylene glycols); alkylphenol polyethylene glycols;
alkylmercaptan polyethylene glycols; fatty amine ethoxylates
(alkylamino polyethylene glycols); fatty acid ethoxylates (acyl
polyethylene glycols), polypropylene glycol ethoxylates
(Pluronic.RTM.); fatty acid alkylolamides (fatty acid amide
polyethylene glycols); sucrose esters; alkyl polyglucosides;
sorbitol esters and polyglycol ether.
[0035] Suitable cationic surfactants are, for example; quaternary
ammonium salts such as
di-((C.sub.10-C.sub.24)-alkyl)dimethylammonium chloride or bromide,
preferably di-((C.sub.12-C.sub.18)-alkyl)dimethylammonium chloride
or bromide; (C.sub.10-C.sub.24)-alkyldimethylethylammonium chloride
or bromide; (C.sub.10-C.sub.24)-alkyltrimethylammonium chloride or
bromide, preferably cetyltrimethylammonium chloride or bromide and
(C.sub.20-C.sub.22)-alkyltrimethylammonium chloride or bromide;
(C.sub.10-C.sub.24)-alkyldimethylbenzylammonium chloride or
bromide; preferably (C.sub.12-C.sub.18)-alkyldimethylbenzylammonium
chloride; N--((C.sub.10-C.sub.18)-alkyl)pyridinium chloride or
bromide, preferably N--((C.sub.12-C.sub.16) alkyl)pyridinium
chloride or bromide; N--((C.sub.10-C.sub.18)-alkyl)isoquinolinium
chloride, bromide or monoalkylsulfate;
N--((C.sub.12-C.sub.18)-alkylolaminoformylmethyl)pyridinium
chloride; N--((C.sub.12-C.sub.18)-alkyl)-N-methylmorpholinium
chloride, bromide or monoalkylsulfate,
N--((C.sub.12-C.sub.18)-alkyl)-N-methylmorpholinium chloride,
bromide or monoalkylsulfate; (C.sub.16-C.sub.18)
alkylpentaoxethylammonium chloride;
diisobutylphenoxyethoxyethyl-dimethylbenzylammonium chloride; salts
of N,N-diethylaminoethylstearylamide and -oleylamide with
hydrochloric acid, acetic acid, lactic acid, citric acid,
phosphoric acid; N-acylamidoethyl-N,N-diethyl-N-methylammonium
chloride, bromide or monoalkylsulfate and
N-acylamidoethyl-N,N-diethyl-N-benzylammonium chloride, bromide or
monoalkylsulfate, where acyl is preferably stearyl or oleyl.
[0036] The preparations according to the invention can additionally
contain further additives, e.g. aromatic substances, colorants,
opacifiers and pearl luster agents, for example esters of fatty
acids and polyols, magnesium and zinc salts of fatty acids,
dispersions based on copolymers, thickeners such as sodium,
potassium or ammonium chloride, sodium sulfate, fatty acid
alkylolamides, cellulose derivatives of natural gums, collagen
hydrolyzates, furthermore fats, oils, fatty alcohols, silicones,
substances having a keratolytic and keratoplastic action, for
example sulfur, salicylic acid or enzymes.
[0037] The shampoos are prepared in a manner known per se by mixing
together of the individual components and a further processing--if
necessary--suited to the particular type of preparation. Some of
these various possible preparations are described by way of example
in the working examples.
[0038] The preparations according to the invention can also be
present in the form of aqueous and aqueous-alcoholic hair lotions,
and also those in gel form and in aerosol form as spray or foam.
Alcohols employed are preferably ethanol and isopropyl alcohol.
[0039] Further preparations which may be mentioned in which the
1-hydroxy-2-pyridones can be used according to the invention are,
for example, cream and ointment preparations, products which are
primarily used for the treatment of hairless head and body
parts.
[0040] The preparation of all these preparations is also carried
out--as already mentioned in the case of shampoo--in a manner known
per se with addition of the active compound employed according to
the invention. Of the abovementioned 1-hydroxy-2-pyridones, the
preparations according to the invention can contain one compound or
even several in combination.
[0041] The pH of the preparations is in the skin-physiological
range of approximately pH 4.5 to 6.5. Whereas, when using the
compounds in salt form, the adjustment of the pH range mentioned
has to be carried out using organic acids, this measure is not
necessary when using the free compounds.
[0042] In the preparations according to the invention, the active
compounds is incorporated in amounts which are customarily between
approximately 0.05 and approximately 10%. Within this range, the
concentrations of the specific preparations depend on their
intended use. Certain preparation forms such as concentrates, which
are to be diluted before use, can have considerably higher
concentrations.
[0043] If they are preparations which remain on the skin and on the
scalp, for example gel preparations, ointments, creams or hair
lotions, lower concentrations will be employed, for example from
about 0.05% to about, 1%, preferably from 0.1 to 0.5%. In higher
concentrations, they will expediently be used when they are
preparations which, optionally after dilution, only act on the
scalp for a short time, for example shampoos or liquid soaps. In
these cases, for example, concentrations of approximately 0.2 to
approximately 10%, preferably from approximately 0.5% to
approximately 2%, can be expedient.
[0044] The following quantitative data relate to the weight, if not
stated otherwise.
EXAMPLE 1
[0045] A preparation according to the invention has the following
composition:
TABLE-US-00001 Shampoo (based on anionic detergent substances)
1-Hydroxy-4-methyl-6-cyclohexyl-2(1H)pyridone 1.00% Sodium lauryl
diglycol ether sulfate 40.00% (27% strength solution) Disodium
lauryl polyglycol ethersulfosuccinate 10.00% (33% strength
solution) Sodium chloride 2.50% Water 46.50%
EXAMPLE 2
[0046] A preparation according to the invention has the following
composition:
TABLE-US-00002 Shampoo (based on anionic detergent substance with
amphoteric surfactant as cosurfactant)
1-Hydroxy-4-methyl-6-cyclohexyl-2(1H)pyridone 1.00% Sodium lauryl
diglycol ether sulfate 36.00% (27% strength solution)
Cocamidopropylbetaine (30% strength solution) 6.00% Sodium chloride
3.30% Water 53.70%
EXAMPLE 3
[0047] A preparation according to the invention has the following
composition:
TABLE-US-00003 Shampoo (based on anionic detergent substance with
nonionic surfactant as cosurfactant)
1-Hydroxy-4-methyl-6-cyclohexyl-2(1H)pyridone 1.50% Sodium lauryl
diglycol ether sulfate 30.00% (27% strength solution) Lauryl
alcohol polyglucoside 8.00% Sodium chloride 2.00% Water 58.50%
EXAMPLE 4
[0048] A preparation according to the invention has the following
composition:
TABLE-US-00004 Liquid soap
1-Hydroxy-4-methyl-6-cyclohexyl-2(1H)pyridone 1.00% Sodium lauryl
diglycol ether sulfate 35.00% (27% strength solution)
Cocamidopolyglycol ether sulfate magnesium salt 8.00% (30% strength
solution) Cocamidopropylbetaine (30% strength solution) 10.00%0
Lauryl alcohol glycol ether 2.00% Sodium chloride 2.00% Water
42.00%
EXAMPLE 5
[0049] A preparation according to the invention has the following
composition:
TABLE-US-00005 Hair lotion
1-Hydroxy-4-methyl-6-[4-(4-chlorophenoxy)phenoxymethyl] 0.05%
2(1H)pyridone 2-Propanol 60.00% Water 39.95%
EXAMPLE 6
[0050] A preparation according to the invention has the following
composition:
TABLE-US-00006 Gel preparation
1-Hydroxy-4-methyl-6-cyclohexyl-2(1H)pyridone 0.75% 2-Propanol
15.00% 2-Octyldodecanol 7.5% Carbomer 4,000,000 0.50% Polysorbate
60 1.50% Sodium hydroxide 0.18% Water 74.57%
EXAMPLE 7
[0051] A preparation according to the invention has the following
composition:
TABLE-US-00007 Cream preparation
1-Hydroxy-4-methyl-6-cyclohexyl-2(1H)-pyridone, 1.00% aminoethanol
salt 1:1 2-Octyldodecanol 7.5% Liquid paraffin 7.50% Stearyl
alcohol 7.50% Cetyl alcohol 7.50% Polysorbate 60 3.00% Sorbitan
monostearate 2.00% Lactic acid, 90% strength 0.51% Water 63.49%
EXAMPLE 8
[0052] In a clinical study with a total of 180 patients, it was
possible to show that the symptoms of seborrheic dermatitis of the
scalp (severe scaling, inflammation, itching) can be effectively
treated by a 1-2.times.weekly treatment with a 1% strength
ciclopirox shampoo preparation over a period of 4 weeks.
EXAMPLE 9
[0053] In a clinical study, it was possible to successfully treat
180 patients with seborrheic dermatitis of the scalp, of the face
and of the upper body by application of a 0.77% strength ciclopirox
gel preparation over a period of 4 weeks.
* * * * *